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CS-W001157 4
Total: USD 88.00

1-Bromoimidazo[1,5-a]pyridine

  • CAS No. 885275-80-9

  • Cat. No. CS-0006455
  • Purity≥97%
  • MDL No.MFCD06739218

*For research and further manufacturing use only, not for direct human use.

1-Bromoimidazo[1,5-a]pyridine|CS-0006455

Structure of 885275-80-9

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General Information

  • CAS No. 885275-80-9
  • Cat. No. CS-0006455
  • Purity ≥97%
  • MDL No. MFCD06739218
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅BrN₂
  • Molecular Weight 197.03
  • Synonym(s) 1-BROMO-IMIDAZO[1,5-A]PYRIDINE
  • SMILES BrC1=C2N(C=CC=C2)C=N1

Description

1-Bromoimidazo[1,5-a]pyridine is a reactive heteroaromatic building block featuring a bromine substituent at the imidazo ring junction. This configuration enables efficient cross-coupling and nucleophilic substitution reactions under standard conditions. The molecule combines high functional group tolerance with bench-stable handling characteristics, making it well-suited for use in medicinal chemistry and materials synthesis workflows.

Application

1-Bromoimidazo[1,5-a]pyridine serves as a versatile building block in medicinal chemistry, enabling efficient C–H functionalization and cross-coupling reactions. Its bromine substituent facilitates palladium-catalyzed transformations, while the imidazo[1,5-a]pyridine core offers metabolic stability and favorable pharmacophore properties. The compound exhibits bench stability and compatibility with standard purification protocols, making it well-suited for iterative synthesis of heterocyclic scaffolds and API intermediates.

Synthesis

  • Route1

    References

    • Shibahara, Fumitoshi; Dohke, Yoshimasa; Murai, Toshiaki Journal of Organic Chemistry, 2012 , vol. 77, # 12 p. 5381 - 5388

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   17.3
  • LogP   2.0968
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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